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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 274935Generated: October 31, 2026

Hydrochloric Acid → 1-[4-(1-Carboxy-1-(3,4-methylenedioxyphenyl)methoxy)-3-chloro-5-propylphenylmethyl]-2-benzimidazolinone

https://huagongshe.com/reaction/274935

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium HydroxideHCID 14798—
Reactant1-[4-(1-Carbomethoxy-1-(3,4-methylenedioxyphenyl)methoxy)-3-chloro-5-propylphenylmethyl]-3-carboethoxy-2-benzimidazolinoneHCID 20089197—
SolventMethanolHCID 887—
Product1-[4-(1-Carboxy-1-(3,4-methylenedioxyphenyl)methoxy)-3-chloro-5-propylphenylmethyl]-2-benzimidazolinoneHCID 1523178251.2%

Reaction Steps

To a solution of 0.088 g (0.15 mmol) of the product of step F in 4 mL of methanol was added 250 μL of a 5.0 N solution of sodium hydroxide and the reaction was stirred at room temperature for 2 hours. The reaction mixture was then adjusted to pH=6 with dropwise addition of 2 N hydrochloric acid, and then concentrated in vacuo. The residue was redissolved in methanol, filtered, and evaporated. The mixture was then purified on a silica gel flash chromatography column eluted with CHCl3 -MeOH-NH4OH (80:15:1). Evaporation of the purified fractions and drying in vacuo afforded 0.038 g (51%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05391566
Source datasetuspto-grants-1995_02
ORD IDord-cb54b3f108d347eea97ddc12672a54fc
Source noteuspto-grants-1995_02